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Q.

The major product obtained when tert-butyl bromide is heated with sodium ethoxide is
 

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a

Ehene
 

b

 2-Methylpropene 

c

 Diethyl ether

d

 tert-Butylmethylether

answer is A.

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Detailed Solution

tert-Butyl bromide (CH3)3CBr undergoes elimination when heated with sodium ethoxide (NaOEt).

Sodium ethoxide (NaOEt) is a strong base, which facilitates dehydrohalogenation (elimination of HBr) from tert-butyl bromide.

Mechanism:

  1. The base (OEt-) abstracts a proton (H+) from a beta-carbon adjacent to the carbon attached to the bromine atom.
  2. The bromine atom leaves as bromide ion (Br-).
  3. A double bond forms between the beta-carbon and the carbon that lost bromine, resulting in 2-methylpropene (CH2=C(CH3)2).

Reaction:

(CH3)3CBr + NaOEt → CH2=C(CH3)2 + NaBr + EtOH

Thus, the major product is 2-Methylpropene.

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The major product obtained when tert-butyl bromide is heated with sodium ethoxide is